Book Cheap Hotels in Oakland

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Most frequently booked Oakland hotels

The Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway Oakland MD
9.82 km from city centre
The price is CA $148 per night
CA $148
CA $169 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this motel in Oakland. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Amazing Central Location! Lakefront! Hot tub/dock!

Amazing Central Location! Lakefront! Hot tub/dock!

Oakland MD
12.82 km from city centre
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Stay at this vacation home in Oakland. Enjoy breakfast (surcharge), laundry facilities, and concierge services. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Oakland MD
14.18 km from city centre
Get rates
Stay at this vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Level lakefront, family-friendly, hot tub, low fees, private dock

Level lakefront, family-friendly, hot tub, low fees, private dock

Oakland MD
12.31 km from city centre
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Book a stay at this family-friendly vacation home in Oakland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Oakland MD
14.17 km from city centre
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Book a stay at this family-friendly vacation home in Oakland. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table

Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table

Oakland MD
12.61 km from city centre
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Book a stay at this family-friendly vacation home in Oakland. Enjoy free WiFi, a water park, and a garden. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!

Oakland MD
11.25 km from city centre
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Book a stay at this family-friendly chalet in Oakland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Charming Dog Friendly Cottage w/ Dock & Fire Pit

Charming Dog Friendly Cottage w/ Dock & Fire Pit

Mc Henry MD
14.17 km from city centre
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Stay at this vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

Oakland MD
11.66 km from city centre
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Book a stay at this family-friendly vacation home in Oakland. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Deep Creek Lake and Wisp Resort are located nearby.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top family friendly Oakland hotel deals

Oak Mar Motel

Oak Mar Motel

208 N 3rd Street Oakland MD
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Top hotels in Oakland for Extended Stay

Suites at Silver Tree: A118 Studio Standard View

Suites at Silver Tree: A118 Studio Standard View

Oakland MD
The price is CA $281 per night from Jan 2 to Jan 3
CA $281
CA $363 total
Jan 2 - Jan 3, 2026
includes taxes & fees
10/10 Exceptional! (1 review)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Oakland hotels essential information

Accommodation
816 hotels
Lowest Price
CA $169
Highest Price
CA $514
Popular hotels
The Garrett Inn, Amazing Central Location! Lakefront! Hot tub/dock!, In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,, Level lakefront, family-friendly, hot tub, low fees, private dock, Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp, Mt. Dew- AMAZING LAKE FRONT! 7 BR Home with Hot Tub, Fire Pit, Dock, Pool Table, Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!, Charming Dog Friendly Cottage w/ Dock & Fire Pit, Perfect Lake Escape | Dog Friendly Hot Tub, Fire Pit, Dock Slip

Frequently asked questions

What are the top kid-friendly hotels in Oakland?
From cool amenities to bigger rooms, kid-friendly hotels come with features that can help transform a routine family vacation into a sensational one. These Oakland properties make traveling with little ones a breeze: Your gang will enjoy their time at Swimming Bear Lodge. A nearby beach and a fireplace are just a few of the things that help make this hotel an attractive option. Unreel is another top pick. After an exciting day of sightseeing, come back home to your cozy room and perks like a fireplace and a barbecue grill.
Where can I find cheap hotels in Oakland?
At Travelocity you'll find really nice hotels in Oakland at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Oakland rather than in Oakland. We may find you even better rates, too.
How do I find the best Oakland hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Oakland then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Oakland?
The cheapest hotel in Oakland is CA $169 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Oakland?
There are 816 hotels in Oakland on Travelocity.
What are the best hotels in Oakland?
Oakland has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Oakland for you!
When is the best time to visit Oakland?
If you want the joy of a fun-filled trip in peak season, visit Oakland during January, April and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as July, August and December.
When is the cheapest time to stay in Oakland?
Based on historic data is usually the cheapest month to visit Oakland. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Oakland?
There are multiple hotels in Oakland that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Oakland. We have plenty of kid-friendly hotels in Oakland to choose from on Travelocity!
Why book a hotel in Oakland through Travelocity?
Because we have the top hotels in Oakland! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Oakland on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Oakland hotel reviews by fellow wanderers

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

5 out of 5
Posted 5 days ago
Travelocity Verified Review
"The host, Jeff was exceptionally proactive in communicating. The house is exactly as pictured and described. Even better than expected in person.The house had beautiful Christmas decorations and a very nice welcome basket. We traveled with two small dogs and there was room in the loft for their little beds. Carrying the puppies up and down the stairs was necessary due to steepness but that was expected. Just something to consider if that’s not your thing. Overall positive experience! "
A verified traveller stayed at The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Hotels near…

Areas of Oakland